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Chicago Hotels with Adjoining Rooms

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Our top choices for Chicago hotels with connecting rooms

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,559 reviews)
"The location was very convenient"
United States
Jeffrey
The price is RM830
RM1,128 total
includes taxes & fees
1 Jul - 2 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,467 reviews)
"Great stay!"
United States
Avradita
The price is RM654
RM777 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Chicago/Magnificent Mile Suites

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,650 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is RM471
RM560 total
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection Ambassador Gold Coast

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,443 reviews)
"Staff was great."
United States
Marianne
The price is RM998
RM1,332 total
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency Chicago

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,568 reviews)
"Great stay"
United States
Matt
The price is RM548
RM773 total
includes taxes & fees
6 Jul - 7 Jul
Hotel 55 Chicago Downtown

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,830 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is RM625
RM879 total
includes taxes & fees
5 Jul - 6 Jul
Omni Chicago Hotel

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"All around great stay. "
United States
Nicholas
The price is RM579
RM688 total
includes taxes & fees
2 Jul - 3 Jul
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,423 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is RM687
RM961 total
includes taxes & fees
5 Jul - 6 Jul
Swissotel - Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,140 reviews)
"Great stay!"
United States
Daniel
The price is RM558
RM663 total
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza Hotel

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,301 reviews)
"Very great hotel"
United States
Allesandra
The price is RM609
RM724 total
includes taxes & fees
2 Jul - 3 Jul
Aloft by Marriott Chicago Mag Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Chicago Hotel Reviews

Frequently asked questions

How much do hotels with connecting rooms in Chicago cost?
Hotels with connecting rooms in Chicago range from RM560 to RM1,332 per night. These properties offer plenty of space for the entire squad at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Chicago?
A traveller favourite is Sophy Hyde Park. Kick back at this 4-star stay which features breakfasts and dining romance packages. Kimpton Grey Hotel, an IHG Hotel is another hotel with connecting rooms to check out. Put your bags down at this 4.5-star option and make the most of conveniences including designer toiletries and hypo-allergenic bedding. There are multiple hotels with connecting rooms in Chicago with a total average guest review rating of 8.9.
How many hotels with adjoining rooms are there in Chicago?
Lock in your holiday dates and then choose from 377 hotels with adjoining rooms in Chicago. For a work-related trip, a family holiday or anything in between, Expedia can help you find the right place in a few easy clicks.
What are the best cheap hotels with connecting rooms in Chicago?
Hotels with connecting rooms start from RM560 per night, so your Chicago getaway doesn't need to break the bank! Fairfield Inn & Suites Chicago Downtown / Magnificent Mile is an inexpensive option that offers plenty of amenities, including a pillow top mattress and dry cleaning and laundry services. Hi Chicago - Hostel is another one of our popular hotels with connecting rooms. Take advantage of conveniences such as a cafe and free WiFi. Love to do some sightseeing in Chicago without spending a fortune? Add some fantastic free attractions to your must-do list, such as Riverwalk in Naperville. Evanston also has loads of things to do that won't cost a penny, including Clark Street Beach. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with connecting rooms in Chicago?
Put your feet up at Residence Inn Chicago Downtown Magnificent Mile, a 3-star option not far from downtown. Conveniences here include a laundry service and WiFi. Another family-friendly hotel with connecting rooms is L7 Chicago by LOTTE. Housekeeping services and room service help make this 4.5-star property a favourite among guests. Chicago has tons of family-friendly attractions to visit when you need to keep the kids busy. Michigan Avenue and Navy Pier guarantee fun for travellers young and old.
Are there any 5-star hotels with connecting rooms in Chicago?
The Langham, Chicago is a wonderful 5-star hotel with connecting rooms in Chicago. Around 0.97 kilometers from downtown, a spa tub and an art gallery will help make your time here comfortable. The Peninsula Chicago is another upmarket getaway around 2 kilometers from the centre. Also rated 5 stars, it comes with connecting rooms, concierge services and massage services.
Why book your hotel with connecting rooms in Chicago with Expedia?
Holidaying with the family should be a walk in the park, so if you're seeking hotels with connecting rooms at the perfect price, Expedia has you covered. Stick to the budget and pick a motel with connecting rooms, or splurge on 5-star accommodation and spoil your crew. Our search filters make it simple to secure a property in Chicago that meets your needs.
How can I find cheap hotels with connecting rooms in Chicago?
Expedia can help you search for cheap hotels with connecting rooms in Chicago. To discover your special stay in a couple of clicks, use our handy filter tool to refine your search by amenities, star rating and budget.
What is there to do in Chicago near my hotel with connecting rooms?
There are tons of fun things to fill your itinerary with in Chicago. Check out well-known attractions like Chicago Riverwalk, Art Institute of Chicago and Shedd Aquarium. Chicago Museum of Science and Industry, Chicago Theatre and Field Museum of Natural History are also on many to-do lists.

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